‘Insecure’ Premiere Date Announced Issa Rae has announced the premiere date of the final season of her HBO series Insecure. In a post on Instagram Rae announced, “The wait is almost over. The final season. October.” Insecure made its debut on HBO in October of 2016 and was renewed for its final season last year. What do you think will happen in the final season of Insecure? Do you think it’s right for this to be the show’s final season?